UV-LASER PHOTOCHEMISTRY - RETRO-CLEAVAGE IN THE BENZOPHENONE-SENSITIZED PHOTOLYSIS OF DELTA-3-1,3,4-OXADIAZOLINES INTO DIAZOALKANES

被引：17

作者：

ADAM, W

FINZEL, R

机构：

[1] Institute of Organic Chemistry, University of Würzburg, D-8700 Würzburg, Am Hubland

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 06期

关键词：

D O I：

10.1016/S0040-4039(00)94648-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Triplet-sensitized photolysis of 2-methoxy-2,5,5-trimethyl-Δ3-1,3,4-oxadiazoline (1a) led to the retro-cleavage products diazoalkane 2a and the ester 3a, for which the triplet diazenyl diradical 6a is postulated as precursor. © 1990.

引用

页码：863 / 866

页数：4

共 15 条

[1] COMPETITIVE DIRADICAL AND DIAZOALKANE FORMATION IN THE THERMOLYSIS AND PHOTOLYSIS OF THE AZOALKANE 7,7,8-TRIMETHYL-2,3-DIAZATRICYCLO[4.2.1.04,8]NON-2-ENE [J].

ADAM, W ;

GILLASPEY, WD .

TETRAHEDRON LETTERS, 1983, 24 (16) :1699-1702

[2] EVIDENCE FOR DIAZENYL DIRADICALS IN THE PHOTOISOMERIZATION OF 4-METHYLENE-3,3,5,5-TETRAMETHYLPYRAZOLINE [J].

ADAM, W ;

DORR, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (04) :1240-1241

[3] SYNTHESIS, PHOTOLYSIS, AND THERMOLYSIS OF AZOALKANES DERIVED FROM SPIROCYCLOPROPANE-SUBSTITUTED NORBORNENES - COMPETITIVE NITROGEN LOSS AND DIAZOALKANE FORMATION [J].

ADAM, W ;

DORR, M ;

HILL, K ;

PETERS, EM ;

PETERS, K ;

VONSCHNERING, HG .

JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (05) :587-595

[4] TIME-RESOLVED OBSERVATION OF SEQUENTIAL BOND-CLEAVAGE IN A GAS-PHASE AZOALKANE [J].

ADAMS, JS ;

BURTON, KA ;

ANDREWS, BK ;

WEISMAN, RB ;

ENGEL, PS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (25) :7935-7938

[5] SOME STRUCTURAL EFFECTS ON TRIPLET BIRADICAL LIFETIMES - NORRISH-II AND PATERNO BUCHI BIRADICALS [J].

CALDWELL, RA ;

MAJIMA, T ;

PAC, C .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (02) :629-630

[6] INTERMEDIATES IN THE EPOXIDATION OF ALKENES BY CYTOCHROME-P-450 MODELS .2. USE OF THE TRANS-2,TRANS-3-DIPHENYLCYCLOPROPYL SUBSTITUENT IN A SEARCH FOR RADICAL INTERMEDIATES [J].

CASTELLINO, AJ ;

BRUICE, TC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (22) :7512-7519

[7] FREE-RADICAL CLOCKS [J].

GRILLER, D ;

INGOLD, KU .

ACCOUNTS OF CHEMICAL RESEARCH, 1980, 13 (09) :317-323

[8] THERMOLYSIS AND PHOTOLYSIS OF DELTA(3)-1,3,4-OXDIAZOLINES [J].

HOFFMANN, RW ;

LUTHARDT, HJ .

CHEMISCHE BERICHTE-RECUEIL, 1968, 101 (11) :3861-&

[9]

MAILLARD B, 1980, J CHEM SOC P2, P1473

[10] PHOTOLYSIS OF 2-ALKOXY-DELTA-3-1,3,4-OXADIAZOLINES - A NEW ROUTE TO DIAZOALKANES [J].

MAJCHRZAK, MW ;

BEKHAZI, M ;

TSESHEEPY, I ;

WARKENTIN, J .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (08) :1842-1845

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